(S)-1-(4-Ethyl-2,5-dimethoxy-benzyl)-propylamine hydrochloride

ID: ALA3350339

PubChem CID: 118718844

Max Phase: Preclinical

Molecular Formula: C14H24ClNO2

Molecular Weight: 237.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(OC)c(C[C@@H](N)CC)cc1OC.Cl

Standard InChI:  InChI=1S/C14H23NO2.ClH/c1-5-10-8-14(17-4)11(7-12(15)6-2)9-13(10)16-3;/h8-9,12H,5-7,15H2,1-4H3;1H/t12-;/m0./s1

Standard InChI Key:  PYRHVCMHEIGOAR-YDALLXLXSA-N

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
    4.5508    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1681    0.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826    0.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464    0.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464   -0.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -0.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -1.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681    1.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971    0.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2608   -1.2132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2608    1.2618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464    1.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3115    0.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2608   -2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464    2.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -2.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2608    2.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  3  6  1  0
  5  7  1  0
  6  7  2  0
  2  8  1  0
  3  9  1  0
  5 10  1  0
  8 12  1  0
 12 11  1  1
  7 13  1  0
  9 14  1  0
 10 15  1  0
 12 16  1  0
 13 17  1  0
 16 18  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 237.34

Molecular Weight (Monoisotopic): 237.1729

AlogP: 2.55

#Rotatable Bonds: 6

Polar Surface Area: 44.48

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.97

CX LogP: 2.97

CX LogD: 0.53

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.83

Np Likeness Score: 0.16

References

1. Standridge RT, Howell HG, Tilson HA, Chamberlain JH, Holava HM, Gylys JA, Partyka RA, Shulgin AT..  (1980)  Phenylalkylamines with potential psychotherapeutic utility. 2. Nuclear substituted 2-amino-1-phenylbutanes.,  23  (2): [PMID:7359529] [10.1021/jm00176a010]

Source

Source(1):

• Scientific Literature